Field Account Executive

• Workstyle:
  This is a hybrid role with a strong emphasis on field-based work. The majority of your time (approximately 90%) will be spent out in the community meeting with customers, prospects, and partners. The remaining time is spent working remotely to handle planning, administrative tasks, and virtual meetings. This role requires physical residence in the Chicago Metro area.
• Reports to:
  
  Senior Account Executive/Regional Sales Manager
• Travel Expectations:
  To be successful, it's essential to have a consistent physical presence in your assigned territory. Reliable transportation is required, as this role involves frequent in-person meetings and travel within the region. We’re looking for someone who thrives on building relationships face-to-face and enjoys being out in the field representing Custom Ink.
• Physical Requirements/Demands:
  Regular fieldwork, including prospect site visits, event attendance, and customer meetings.

We’re seeking a true hunter—a self-motivated, results-driven Account Executive who thrives on opening doors and generating new business. You’ll own a high-potential geographic territory and focus on grassroots prospecting: making calls, knocking on doors, setting up meetings, and showing up at local events. This is a boots-on-the-ground sales role designed for someone who gets energized by connecting with people and bringing value through Custom Ink’s products.

• 2–4 years of sales, business development, or outreach experience; field-based or local sales experience preferred
• Demonstrated ability to hit or exceed performance goals in a fast-paced environment
• Strong interpersonal and communication skills with comfort initiating conversations both in person and virtually
• Self-starter with the ability to prioritize time and pipeline effectively
• Familiarity with sales enablement tools (Salesforce, Zoom Info, Google Workspace)
• Passion for community engagement and a desire to help customers bring their ideas to life through custom products

• Conduct high-volume prospecting via outbound calling, door-to-door outreach, and event-based marketing in your assigned territory
• Identify, qualify, and secure new business accounts in alignment with Custom Ink’s Ideal Customer Profiles (e.g., schools, small businesses, nonprofit groups)
• Schedule and conduct meetings—virtually and in-person—to understand customer needs and pitch custom apparel and promo solutions
• Partner with your Sr. AE to execute regional Account-Based Marketing (ABM) campaigns, leveraging tools like Zoom Info and customized outreach
• Coordinate with Customer Success Managers to transition closed deals and ensure smooth onboarding and repeat purchases
• Maintain up-to-date activity tracking and pipeline forecasting in Salesforce
• Attend and represent Custom Ink at local events, conferences, and opportunities relevant to your assigned verticals or regions

• Volume of high-quality outbound activity: calls, emails, and in-person prospect meetings per week
• Leads and opportunities sourced through grassroots marketing and field activity (e.g., flyers, local events)
• Contribution to new logo acquisition and revenue margin against territory goals
• Participation in targeted ABM campaigns: response rates, meeting conversion, and follow-through speed
• On-site presence and engagement: company visits, showrooms, and local event attendance
• Order accuracy, lead handoff quality, and collaboration with Sr. AE and CSM

As an Account Executive in our Field Sales team, you'll be the first face of Custom Ink to many of our new customers. Your boots-on-the-ground efforts and enthusiasm for local community engagement will be instrumental in expanding our reach and helping groups create meaningful connections through custom gear. You’ll drive results by connecting with customers where they are—making each interaction feel personal, relevant, and impactful.

We are committed to providing pay transparency and equitable compensation.

• For this salaried, exempt position, the base is $55,000 plus a performance bonus targeted at $35,000, for a total OTE of $90,000 tied to individual/company…